Tetrahedron Letters, volume 60, issue 10, pages 746-750

“Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde

Publication typeJournal Article
Publication date2019-03-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.8
ISSN00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
New “four-component” self-assembly of polyaromatic thiophene structures based on styrylmalonates and 5-phenylthiophene-2-carbaldehyde has been developed. This process is promoted by GaCl3 and involves two [2 + 3]-annulation steps on the CHO-groups and para-substitution into one Ph-ring. The main feature of discovered process is a high diastereoselectivity with a significant increase in molecular complexity. The resulting polyaromatic structures containing two thiophene moieties in each structure have intense color and strong absorption in a near UV spectral region with absorption maxima in the range of 257–360 nm.

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Borisov D. D. et al. “Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde // Tetrahedron Letters. 2019. Vol. 60. No. 10. pp. 746-750.
GOST all authors (up to 50) Copy
Borisov D. D., Chermashentsev G. R., Novikov R. G., Tomilov Y. V. “Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde // Tetrahedron Letters. 2019. Vol. 60. No. 10. pp. 746-750.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tetlet.2019.02.007
UR - https://doi.org/10.1016/j.tetlet.2019.02.007
TI - “Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde
T2 - Tetrahedron Letters
AU - Borisov, Denis D
AU - Chermashentsev, Grigory R
AU - Novikov, Roman G.
AU - Tomilov, Yury V.
PY - 2019
DA - 2019/03/01 00:00:00
PB - Elsevier
SP - 746-750
IS - 10
VL - 60
SN - 0040-4039
SN - 1873-3581
ER -
BibTex |
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BibTex Copy
@article{2019_Borisov,
author = {Denis D Borisov and Grigory R Chermashentsev and Roman G. Novikov and Yury V. Tomilov},
title = {“Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde},
journal = {Tetrahedron Letters},
year = {2019},
volume = {60},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/j.tetlet.2019.02.007},
number = {10},
pages = {746--750},
doi = {10.1016/j.tetlet.2019.02.007}
}
MLA
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MLA Copy
Borisov, Denis D., et al. ““Four-component” assembly of polyaromatic 4H-cyclopenta[b]thiophene structures based on GaCl3-promoted reaction of styrylmalonates with 5-phenylthiophene-2-carbaldehyde.” Tetrahedron Letters, vol. 60, no. 10, Mar. 2019, pp. 746-750. https://doi.org/10.1016/j.tetlet.2019.02.007.
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